$133 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Sun, May 10 - Sat, May 16
Spirit Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Spirit Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$298Spirit Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
11:00 am - 9:28 am
SJU
-
SDF
22h 28m
1 stop
Multiple Airlines Logo
8:06 pm - 12:21 am
SDF
-
SJU
28h 15m
2 stops
$310Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
12:57 pm - 5:04 pm
SJU
-
SDF
28h 07m
1 stop
Multiple Airlines Logo
6:06 pm - 12:33 pm
SDF
-
SJU
18h 27m
1 stop
$313Multiple Airlines
Wed, Sep 16 - Sat, Sep 19
American Airlines Logo
4:10 pm - 11:58 pm
SJU
-
SDF
7h 48m
1 stop
American Airlines Logo
7:29 pm - 3:02 pm
SDF
-
SJU
19h 33m
1 stop
$316American Airlines
Thu, Jul 9 - Tue, Sep 1
American Airlines Logo
5:17 pm - 11:42 am
MBJ
-
SDF
17h 25m
2 stops
American Airlines Logo
7:00 am - 4:17 pm
SDF
-
MBJ
10h 17m
1 stop
$321American Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
11:00 am - 9:28 am
SJU
-
SDF
22h 28m
1 stop
Multiple Airlines Logo
8:06 pm - 5:16 pm
SDF
-
SJU
21h 10m
2 stops
$321Multiple Airlines
Thu, Jun 25 - Tue, Jul 28
United Airlines Logo
12:30 am - 10:15 pm
POS
-
SDF
21h 45m
1 stop
United Airlines Logo
7:55 pm - 11:23 pm
SDF
-
POS
27h 28m
2 stops
$690United Airlines
Wed, May 27 - Sat, May 30
Delta Logo
8:59 pm - 2:42 pm
STI
-
SDF
17h 43m
2 stops
Delta Logo
6:00 am - 12:59 am
SDF
-
STI
18h 59m
2 stops
$723Delta
Wed, May 27 - Sat, May 30
Delta Logo
6:00 am - 9:51 pm
STI
-
SDF
15h 51m
2 stops
Delta Logo
5:47 pm - 12:23 pm
SDF
-
STI
18h 36m
2 stops
$724Delta
Thu, Jun 25 - Tue, Jul 28
United Airlines Logo
12:30 am - 1:30 pm
POS
-
SDF
13h 00m
2 stops
United Airlines Logo
7:10 am - 12:50 am
SDF
-
POS
17h 40m
3 stops
$735United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$133
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11549 reviews
6.9Entertainment
7.2Comfort
6.4Food
8.0Crew
7.5Boarding
Airline reviews

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

2.0 MediocreKathryn, Apr 2026
PHX - OMA
Read more American Airlines reviews

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Delayed 24 hours. Should have called it much earlier They provided quality accommodations, food vouchers etc. FINALLY The issues started at 8 AM and they cancelled the flight at 11:30 PM, with no plans for a new flight.

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

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